3916-18-5

Basic information

• Product Name: (2RS,3RS)-2-AMINO-3-(3,4-DIHYDROXY-PHENYL)-3-HYDROXY-PROPIONIC ACID
• Synonyms: (2RS,3RS)-2-AMINO-3-(3,4-DIHYDROXY-PHENYL)-3-HYDROXY-PROPIONIC ACID;H-DL-SER(3,4-DIHYDROXYPHENYL)-OH;H-DL-BETA-(3,4-DIHYDROXYPHENYL)-DL-SERINE;H-DL-BETA-(3,4-DIHYDROXYPHENYL)-DL-SER-OH;DL-DOPS;DL-THREO-BETA-(3,4-DIHYDROXYPHENYL)SERINE;DL-THREO-DOPS;D,L-(3,4-DIHYDROXYPHENYL)-SERINE
• CAS NO: 3916-18-5
• Molecular Formula: C₉H₁₁NO₅
• Molecular Weight: 213.19
• EINECS: 223-480-5
• Product Categories: Amines;Aromatics;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 3916-18-5.mol
• Article Data: 0

Chemical Properties

• Melting Point: 202-205°C (dec.)
• Boiling Point: 549.8 °C at 760 mmHg
• Flash Point: 286.3 °C
• Appearance: off-white to yellow-tan/powder
• Density: 1.608 g/cm³
• Vapor Pressure: 6.39E-13mmHg at 25°C
• Refractive Index: 1.692
• Storage Temp.: -15°C
• Solubility: ethanol: 50 mg/mL Solutions should be freshly prepared.
• PKA: 2.09±0.24(Predicted)
• CAS DataBase Reference: (2RS,3RS)-2-AMINO-3-(3,4-DIHYDROXY-PHENYL)-3-HYDROXY-PROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2RS,3RS)-2-AMINO-3-(3,4-DIHYDROXY-PHENYL)-3-HYDROXY-PROPIONIC ACID(3916-18-5)
• EPA Substance Registry System: (2RS,3RS)-2-AMINO-3-(3,4-DIHYDROXY-PHENYL)-3-HYDROXY-PROPIONIC ACID(3916-18-5)

Safety Data

• Safety Statements: S24/25:Avoid contact with skin and eyes.
• WGK Germany: 2
• RTECS: VT9626000
• Hazardous Substances Data: 3916-18-5(Hazardous Substances Data)

Usage

Description

(2RS,3RS)-2-AMINO-3-(3,4-DIHYDROXY-PHENYL)-3-HYDROXY-PROPIONIC ACID, also known as a synthetic amino acid precursor of Norepinephrine, is a white solid with significant applications in the pharmaceutical industry. It plays a crucial role in the synthesis of Norepinephrine, a neurotransmitter that is vital for various physiological functions, including the regulation of mood, attention, and alertness. Its unique chemical structure, featuring a 3,4-dihydroxy-phenyl group, endows it with specific properties that make it a valuable compound in the development of therapeutic agents.

Uses

Used in Pharmaceutical Industry:
(2RS,3RS)-2-AMINO-3-(3,4-DIHYDROXY-PHENYL)-3-HYDROXY-PROPIONIC ACID is used as a synthetic amino acid precursor for the production of Norepinephrine, a neurotransmitter essential for various physiological functions. Its role in the synthesis of Norepinephrine makes it a key component in the development of medications targeting mood disorders, attention deficit disorders, and other conditions related to the central nervous system.
Used in Antiparkinsonian Applications:
(2RS,3RS)-2-AMINO-3-(3,4-DIHYDROXY-PHENYL)-3-HYDROXY-PROPIONIC ACID is used as an antiparkinsonian agent, where it aids in the treatment of Parkinson's disease by enhancing the levels of Norepinephrine in the brain. This increase in Norepinephrine helps alleviate the symptoms of Parkinson's disease, such as tremors, rigidity, and bradykinesia, by improving the communication between nerve cells and restoring the balance of neurotransmitters.

InChI:InChI=1/C9H11NO5/c10-7(9(14)15)8(13)4-1-2-5(11)6(12)3-4/h1-3,7-8,11-13H,10H2,(H,14,15)/t7-,8-/m1/s1

Upstream product

• 55449-18-8 (2RS.3RS)-2-amino-3-(3,4-bis-benzyloxy-phenyl)-3-hydroxy-propionic acid 
• 113139-62-1 3,4-bis(ethoxycarboxy)-benzaldehyde 
• 55449-18-8 D,L-threo-3-(3,4-Dibenzyloxyphenyl)serine 
• 5447-02-9 3,4-dibenzyloxybenzaldehyde